Hydrochloric Acid → {9-Chloro-1-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl}methanol

HRID 1629011ノート

反応式

HRID 1629011 の反応式
[Cl-].[Ca+2].[Cl-].[BH4-].[Na+].[Cl:6][C:7]1[CH:8]=[CH:9][C:10]([C:32](OC)=[O:33])=[C:11]2[C:15]=1[N:14]=[C:13]1[N:16]([C:20]3[C:21]([C:28]([F:31])([F:30])[F:29])=[N:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=3)[CH2:17][CH2:18][CH2:19][N:12]21.Cl.[Cl-].[NH4+]>C(O)C.O1CCCC1>[Cl:6][C:7]1[C:15]2[N:14]=[C:13]3[N:16]([C:20]4[C:21]([C:28]([F:30])([F:29])[F:31])=[N:22][C:23]([O:26][CH3:27])=[CH:24][CH:25]=4)[CH2:17][CH2:18][CH2:19][N:12]3[C:11]=2[C:10]([CH2:32][OH:33])=[CH:9][CH:8]=1

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 25517Ammonium ChlorideHCID 4311764Sodium borohydrideHCID 5284359Calcium ChlorideHCID 57786121Methyl 9-chloro-1-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate

生成物 1

HCID 57786319{9-Chloro-1-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl}methanol収率 100%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

To a solution of calcium chloride (670 mg, 6.04 mmol) in ethanol (15 mL) was added sodium tetrahydroborate (457 mg, 12.08 mmol) at 0° C. The mixture was stirred at 0° C. for 1 hr. A solution of methyl 9-chloro-1-[6-methoxy-2-(trifluoromethyl)pyridin-3-yl]-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazole-6-carboxylate (1.33 g, 3.02 mmol) in tetrahydrofuran (15 mL) was added dropwise to the mixture at 0° C. The mixture was stirred at 0° C. for 12 hr. 1N HCl (ca. 9.0 mL) was added to the reaction mixture at 0° C., and the aqueous ammonium chloride was added to the mixture. The solvent was removed in vacuo. The precipitated solid was collected by filtration, washed with water and diisopropyl ether to give the title compound (1.33 g, 3.02 mmol, quant) as a white solid.

後処理

  1. stirringThe mixture was stirred at 0° C. for 12 hr
  2. customThe solvent was removed in vacuo
  3. filtrationThe precipitated solid was collected by filtration
  4. washwashed with water and diisopropyl ether

出典と根拠

ORDレコード
ord-b112e0beb3df40afb49cfa73838d26b5
出典データセット
uspto-grants-2014_07
特許番号
US08785460B2

反応ノート

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